Best Cruises from San Juan
We've found the Best Cruises from San Juan for the best prices! Easily compare sailings and find out when to book with our unique cruise search.
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan
SAIL DATE: Feb 21, 2026 - Feb 28, 2026
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan
SAIL DATE: Feb 28, 2026 - Mar 07, 2026
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan
SAIL DATE: Feb 07, 2026 - Feb 14, 2026
Interior
$489 $69/night
Oceanview
$589 $84/night
Balcony
$909 $129/night
Suite
not available
7 Night Caribbean Southern
PORTS
San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan
SAIL DATE: Feb 14, 2026 - Feb 21, 2026
9 Night Caribbean Southern
PORTS
San Juan; ST. CROIX; Basseterre; St. George's, Grenada; Willemstad; Oranjestad; San Juan
SAIL DATE: Feb 20, 2026 - Mar 01, 2026
10 Night Caribbean Southern
PORTS
San Juan; ST. CROIX; Oranjestad; Willemstad; Kralendijk; Bridgetown; Kingstown; San Juan
SAIL DATE: Feb 01, 2026 - Feb 11, 2026
7 Night Caribbean
PORTS
San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; Friars Bay, St. Kitts; St Lucia; San Juan
SAIL DATE: Feb 08, 2026 - Feb 15, 2026
7 Night Caribbean
PORTS
San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; Barbados; San Juan
SAIL DATE: Feb 22, 2026 - Mar 01, 2026
7 Night Caribbean
PORTS
San Juan; Tortola - Roadtown, British Virgin Islands; St. John's, Antigua; Bridgetown; St Lu... San Juan
SAIL DATE: Feb 01, 2026 - Feb 08, 2026
Interior
$729 $104/night
Oceanview
not available
Balcony
$1069 $152/night
Suite
$1239 $177/night
14 Night Caribbean
PORTS
San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; Friars Bay, St. Kitts; St Lucia;... San Juan
SAIL DATE: Feb 08, 2026 - Feb 22, 2026
Interior
$1284 $91/night
Oceanview
$1524 $108/night
Balcony
not available
Suite
$3188 $227/night